Thioproperazine

Originator

Majeptil,Specia,France,1960

Definition

ChEBI: A phenothiazine derivative in which the phenothiazine tricycle has a dimethylaminosulfonyl substituent at the 2-position and a 3-(4-methylpiperazin-1-yl)propyl group at N-10.

Manufacturing Process

A solution of 3-dimethylsulfamoylphenthiazine (5 g) in anhydrous xylene (100 cc) is heated under reflux for 1 hour with sodamide (0.67 g). 3-(4-methyl-1- piperazinyl)-1-chloropropane (3.2 g) in solution in anhydrous xylene (20 cc) is added and the mixture heated under reflux for 5 hours. After treatment of the reaction products, a crude oily base (2.5 g) is obtained after treatment. By the addition of a solution of fumaric acid in ethanol to an ethanolic solution of the base, 3-dimethylsulfamoyl-10-(3-41-methyl-11-piperazinylpropyl)- phenthiazinediacid fumarate (2.6 g) is obtained, melting point 182°C. The base recrystallized from ethyl acetate melts at about 140°C.

Therapeutic Function

Neuroleptic, Antiemetic